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P8750

Sigma-Aldrich

Petroselinic acid

≥99%, powder

Synonym(s):

5-Heptadecylene-1-carboxylic acid, 6-Octadecylenic acid, cis-6-Octadecenoic acid, C18:1n-12

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About This Item

Empirical Formula (Hill Notation):
C18H34O2
CAS Number:
593-39-5
Molecular Weight:
282.46
EC Number:
209-789-8
MDL number:
MFCD00046561
UNSPSC Code:
12352211
PubChem Substance ID:
24898972
NACRES:
NA.25

assay

≥99%

form

powder

color

white

functional group

carboxylic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCC\C=C/CCCCC(O)=O

InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12-

InChI key

CNVZJPUDSLNTQU-SEYXRHQNSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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N Weber et al.
The Journal of nutrition, 129(12), 2206-2211 (1999-11-26)
Earlier feeding studies of rats revealed that petroselinic acid [18:1(n-12)] from triacylglycerols of coriander (Coriandrum sativum) oil is extensively incorporated into the lipids of heart and liver and metabolized via beta-oxidation and chain elongation. We report here the composition and
C W van Roermund et al.
The EMBO journal, 17(3), 677-687 (1998-03-14)
The beta-oxidation of saturated fatty acids in Saccharomyces cerevisiae is confined exclusively to the peroxisomal compartment of the cell. Processing of mono- and polyunsaturated fatty acids with the double bond at an even position requires, in addition to the basic
Mi Chung Suh et al.
Planta, 215(4), 584-595 (2002-08-13)
Unusual monounsaturated fatty acids are major constituents (greater than 80%) in seeds of Coriandrum sativum L. (coriander) and Thunbergia alata Bojer, as well as in glandular trichomes (greater than 80% derived products) of Pelargonium x hortorum (geranium). These diverged fatty
Petroselinic acid biosynthesis and production in transgenic plants.
E B Cahoon et al.
Progress in lipid research, 33(1-2), 155-163 (1994-01-01)
P de Waard et al.
The Journal of biological chemistry, 268(1), 315-319 (1993-01-05)
Poly(3-hydroxyalkanoates) (PHAs) were isolated from Pseudomonas putida KT2442 cultivated on petroselenic acid, oleic acid, and linoleic acid to study beta-oxidation of unsaturated fatty acids. Both saturated and unsaturated medium chain length 3-hydroxy fatty acids were found to be constituents of
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